Nicotinamide N 1431 Reference (s): DE 839 036 (Ciba; appl. 1948; CH-prior. 1947). US 2 485 152 (Ciba; 1949; CH-prior. 1947). Formulation(s): tabl. 5 mg, 10 mg Trade Name(s): F: Trafuril (Ciba); wfm I: Balsamo Di Trasalen (Ciba)-comb.; wfm Trafuril (Ciba); wfm Nicotinamide (Niacinamide) ATC: AllHAOl Use: vitamin B,, antipellagra agent RN: 98-92-0 MF: C6H6N,0 MW: 122.13 EINECS: 202-713-4 LD,,: 1.68 glkg (R, s.c.) CN: 3-pyridinecarboxamide nicotinic acid [ Nicotinarnide 1 Q H20, NaOH or CaC03 C N nicotinonitrile Reference(s): a US 2 280 040 (SMA cdrp.; 1942; appl. 1939). US 2 3 14 843 (American Cyanamid; 1943; appl. 1941). US 2 993 051 (Cowles Chem. Comp.; 18.7.1961; appl. 26.2.1958). b US 2 904 552 (Distillers; 15.9.1959; appl. 21.7.1958). DAS 2 539 435 (Showa Denko; appl. 4.9.1975; J-prior. 11.9.1974). Formulation(s): amp. 100 mg; tabl. 200 mg Trade Name(s): D: Nicobion (Merck) numerous combination preparations F: Nicobion 500 (Astra) further combination preparations GB: Papulex (Euroderma) generic and combination preparations I: Eparolo (Bonomel1i)-comb. Farmobion Pp (Farmochimica Ital.) Ietepar (Rottapharm)- comb. Nicospasmolo (1talfarmaco)-comb. Nicotinamide (Dynacren) Nicotinamide (IDI) Vitabil composto (1BP)- comb. Vit. PP (Angelini) generic and polyvitaminous combination preparations J: numerous generic and combination preparations USA: Mega-B (Arm-comb. 1432 N Nicotinic acid Nicotinic acid ATC: A~IHAO~ (Acide nicotinique; Acidum nicotinicum; Niacin) Use: vasodilator (peripheral), antipellagra effect, antihyperlipidemic RN: 59-67-6 MF: C6H5N02 MW: 123.1 1 EINECS: 200-441-0 LD,,,: 5 glkg (M, i.v.); 3720 mglkg (M, p.0.); 7 glkg iR, p.0.) CN: 3-pyridinecarboxylic acid magnesium salt RN: 7069-06-9 MF: C12H,MgN20, MW: 268.51 EINECS: 230-361-1 LD,,,: 9 glkg iM, p.0.) sodium saIt RN: 54-86-4 MF: C6H,NNa02 MW: 145.09 EINECS: 200-215-1 LD,,: 2900 mgkg (M, i.v.) H C 0 CH, NH,. 220-280 OC. 100 bar H3C N\ 3YY b UCH, %. CH3 paraldehyde 5-ethyl-2-methyl- pyridine Nicotinic acid I Reference(s): DOS 2 046 556 (Lonza; appl. 22.9.1970; CH-prior. 24.9.1969). US 2 905 688 (Abbott; 1959; appl. 1954). continuous process: DAS 2 256 508 (Nippon Soda; appl. 17.11.1972; J-prior. 17.1 1.1971). 5-ethyl-2-methylpyridine: Nenz, A.; Pieroni, M.: Hydrocarbon Process. (HYPRAX) 47, (1 I), 139 (1968). Formulation(s): s. r. tabl. 250 mg, 500 mg, 750 mg; tabl. 500 mg Trade Name(s): D: Antisklerosin (Medopharm)-comb. Merz Spezial Dragees (Merz & Co.)-comb. Niconacid (Wander); wfrn F: Algipan (Darcy)-comb. Sedartryl (0berlin)-comb. numerous combination I: Enzimina (Menarini); wfm preparations Enzycol (Ausonia); wfm GB: Equivert (Pfizer)-comb.; Otophon (SIT); wfm wfm J: generic Pernivit (Duncan, USA: Niacor (Upsher-Smith) Flockhart)-comb.; wfm Nicolar (Rh8ne-Poulenc Tonivitan (Medo)-comb.; Rorer) wfrn Nicotinic acid benzyl ester (Benzyl nicotinate) ATC: C05 Use: rubefacient (for external use) RN: 94-44-0 MF: C,,H,,N02 MW: 213.24 EINECS: 202-332-3 LD,,,: 100 mglkg (M, i.v.); 2188 mglkg (M, p.0.) CN: 3-pyridinecarboxylic acid phenylmethyl ester Nicotinyl alcohol N 1433 toluene. 165-1 70 OC + 0 + nicotinic benzyl Nicotinic acid acid alcohol benzyl ester (9. v.) Reference(s): GB 817 103 (Nordmark-Werke; appl. 1956; D-prior. 1955). Formulation(s): gel 300 mgI100 g; ointment 40 mgI100 g Trade Name(s): D: Lomazell (Lomapharm). Pykaryl (Rodleben) Lumbalgine (RPR Cooper) comb. further combination Pernionin (Krewel preparations Meuselbach) F: Bayoline (Bayer)-comb. Nicotinyl alcohol (Pyridylcarbinol; Pyridylmethanol) ATC: C04AC02; C 1 OADOS Use: vasodilator (peripheral) RN: 100-55-0 MF: C,H7N0 MW: 109.13 EINECS: 202-864-6 LD,,: 1 glkg (M, i.v.) CN: 3-pyridinemethanol tartrate (1:l) RN: 6164-87-0 MF: C,H7N0 . C4H606 MW: 259.21 EINECS: 228-199-1 LD,,: 1600 mgkg (M, i.v.); 3300 mglkg (M, p.0.); 1540 mgkg (R, i.v.); 5790 mglkg (R, p.0.) nicotino nitrite 3-(ominomethyl)- pyridine I Nicotinyl alcohol I Reference(s): US 2 615 896 (Hoffmann-La Roche; 1952; prior. 1950). US 2 547 048 (Hoffmann-La Roche; 1951; prior. 1946). alternative syntheses: US 2 509 171 (Ciba; 1950; CH-prior. 1946). US 2 520 037 (Roche; 1950; GB-prior. 1947). Formulation(s): amp. 100 mg/2 ml, 500 mgIlO ml; drg. 150 mg; tabl. 25 mg, 100 mg, 150 mg, 200 mg (as tartrate) Trade Name(s): D: Radecol (ASTA Medica GB: Ronicol (Tillomed) J: Ronicol Timespan (Nippon AWD) I: Ronicol retard (Roche); Roche-Shionogi) F: Ronicol (Roche); wfm wfm USA: Roniacol (Roche); wfm Ronicol-retard (Roche); Selcarbinol (Sella); wfm wfm 1434 N Nifedipine Nifedipine ATC: ~08~~05 Use: coronary vasodilator, calcium antagonist RN: 21829-25-4 MF: C17H1XN20h MW: 346.34 EINECS: 244-598-3 CN: I ,4-dihydro-2,6-dirnethyl-4-(2-nitrophenyl)-3,5-pyridindicarboxylic acid dimethyl ester methyl 2-nitro- ocetoocetote benzoldehyde I Nifedipine Referer~ce(s): US 3 485 847 (Bayer; 23.12.1969; D-prior. 20.3.1967). US 3 488 359 (Bayer; 13.4.1971; D-prior. 20.3.1967). US 3 644 627 (Bayer; 22.2.1972; D-prior. 20.3.1967). GB 1 173 862 (Bayer; appl. 20.3.1968; D-prior. 20.3.1967). formulation for perlingual application: US 3 784 684 (Bayer; 8.1.1974; D-prior. 24.8.1971, 29.2.1972). DOS 2 209 526 (Bayer; appl. 29.2.1972). DE 1 670 827 (Bayer; appl. 20.3.1967). improved pharn~aceutical formulation: DOS 2 822 882 (Yamanouchi; appl. 26.5.1978; J-prior. 7.6.1977, 14.7.1977). Formulation(s): cps. 5 rng, 10 rng, 20 mg; inf. sol. 5 mgl50 rnl; s. r. tabl. 10 rng, 20 rng, 40 mg; sol. 1 mgl0.4 ml; syringe 0.2 mg; tabl. 10 rng, 20 mg, 30 mg, 60 mg Trade Namels): D: Adalat (Bayer Vital; 1975) Aprical (Rentschler) F: Aprical long (Rentsch1er)- comb. Cordicant (Mundipharma) Corinfar (ASTA Medica AWD) Corotrend (Kytta-Siegfried) Dignokonstant (Sankyo) GB: Duranifin (durachemie) Nifeclair (Hennig) Nifedipat (Azuchemie) numerous generics Adalate (Bayer-Pharrna; 1979) Beta-Adalate (Bayer- Pharma)-comb. Chronadalate (Bayer- Pharma) Tenordate (Zeneca) Adalat (Bayer; 1977) Beta-Adalat (Bayer)-comb. numerous generics and combination preparations I: Adalat (Bayer Italia; 1976) Anifed (Farmac. Forrnenti) Citilat (CT) Coral (Drug Research) Nifedicor (Monsanto) N~fedin (Benedetti) J: Adalat (Bayer; 1976) USA: Adalat (Bayer; 1986) Procardia (Pfizer; 1982) Procardia XL (Pfizer) generic Nifenalol (INPEA) ATC: COIB;C07A Use: beta blocking agent, antianginal, antjarrhythmic RN: 7413-36-7 MF: C,,H,,N,O, MW: 224.26 EINECS: 231-023-6 CN: (+)-a-[[(l-methylethyl)amino]methyl]-4-nitrobenzenemethanol Nifenazone N 1435 monohydrochloride RN: 5704-60-9 MF: Cl,Hl,N,03 . HC1 MW: 260.72 EINECS: 227-194-1 LDso: 70 mglkg (M, i.v.) NaBH, - sodium borohydride I NO2 NO2 NO2 4'-nitro-2-bromo acetophenone isopropyl- amine L-nitro- styrene oxide (I) HO 61''~~ N02 Nifenalol GB 950 682 (Lab. Bioterapico Milanese; appl. 30.6.1961). Formulation(s): cps. 100 mg (as hydrochloride) in comb. Trade Name(s): D: Beta-Intensain (Cassella- I: Inpea (Selvi); wfm Nifepam (Selvil3M)- Riede1)-comb.; wfm Inpea (Selvi13M); wfm comb.; wfm Nifenazone ATC: NO~BBOS Use: antirheumatic, analgesic, antipyretic RN: 2139-47-1 MF: C,,H,,N,O, MW: 308.34 EINECS: 218-387-1 LD,,: 7890 mgkg (M, p.0.) CN: N-(2,3-dihydro-l,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-3-pyridinecarboxamide nicotinoyl aminoontipyrin chloride (cf. orninophenazone synthesis) Reference(s): DE 897 407 (Dr. W. Heid; appl. 1951). method: DE 1 046 058 (P. Stoltenberg Chem. Fabr.; appl. 8.2.1957) 1436 N Niflumic acid Forrndation(s): drg. 250 mg, ointment 5 %; suppos. 200 mg, 400 mg; tabl. 200 mg Trade Narne(s): D: Nicopyron (Trommsdorfl]; I: Neopiran (Panthox & Nicazolidin (Kissei) wfm Burck) Nicotinoyl (Nissin) F: Pro-Dol (Meram)-comb.; Reumatosil (Saba) Rhyumapirine N (Nichiiko) wfm J: Bontoram (Sanwa) Sausal (Tokyo Hosei) GB: Thylin (Sinclair); wfm Chillos-N (Kotani) Seberin (Mohan) Niapyrine (Iwaki) Tromrheuman (Maruko) Niflumic acid ATC: M01 AX02; M02AA 17 (Nifluril) Use: anti-inflammatory, antirheumatic RN: 4394-00-7 MF: C,,H9F,N2O2 MW: 282.22 EINECS: 224-5 16-2 LD,,,: 152 mglkg (M, i.v.); 350 mglkg (M, p.0.); 250 mglkg (R, p.0.) CN: 2-[[3-(trifluoromethyI)phenyl]amino]-3-pyridinecarboxyic acid o:ooH 2-chloronicotinic ocid @ 2-omino- nicotinic acid Reference(s): + 3-trifluoro- Niflumic acid methylaniline 1 -broma-3- trifluoromethyl benzene a DE 1 470 014 (Labs. U.P.S.A.; appl. 10.12.1964; GB-prior. 19.12.1963, 25.3.1964). BE 657 266 (Labs. U.P.S.A.; Am. 19.12.1964; GB-prior. 19.12.1963; 25.3.1964). US 3 415 834 (U.P.S.A.; 10.12.1968; GB-prior. 19.12.1963, 25.3.1964). b US 3 337 570 (Schering Corp.; 22.8.1967; prior. 23.10.1965). Formulation(s): cps. 250 mg Trade Narne(s): D: Actol (Fournier Pharma) Nifluril (UPSA) I: Niflam (Upsamedica) F: Flunir (Oberlin) Nifluril gel gingival Niflugel (UPSA) (UPSA)-comb. Nifuratel N 1437 Nifuratel ATC: GO1 AX05 Use: chemotherapeutic (trichomonas), antibacterial, antifungal, antiprotozoal RN: 4936-47-4 MF: CloH,,N30,S MW: 285.28 EINECS: 225-576-2 LD5,: >4.5 @kg (M, p.0.) CN: 5-[(methylthio)methyl]-3-[[(5-nitro-2-furanyl)methylene]amino]-2-oxazolidinone LC, + H3c\s-(:: HzN-NHz H20 H3C-SH + hydrazine hydrate 1 N H 2 methyl epichloro- 1-chloro-3-methyl- (3-methylthio-2- mercaptan hydrin thio-2-proponol hydraxypropy1)- hydrazine (I) diethyl carbonate \ NH2 3-amino-5-(methyl- thiomethyl)-2- oxazolidone (11) Nifuratel BE 635 608 (Polichimica SAP; appl. 30.7.1963; I-prior. 1.8.1962). GB 969 126 (Polichimica; appl. 25.10.1962; I-prior. 1.8.1962). Formulation(s): drg. 200 mg; ointment 100 mg/g; pessaries 250 mg Trade Name(s): D: Inimur (Taurus Pharma) GB: Magmilor (Calmic); wfm Macmiror Complex (Po1i)- F: M ycomnes (Fumouze)- I: Emorril (Poli)-comb. comb. comb. Macmiror (Poli) Nifuroxazide ATC: A07AX03 Use: chemotherapeutic, intestinal antiseptic RN: 965-52-6 MF: CI2H9N3O5 MW: 275.22 EINECS: 213-521-5 LD,,,: 100 m@kg (M, i.p.) CN: 4-hydroxybenzoic acid [(5-nitro-2-furany1)methylenelhydrazide 1438 N Nifurprazine 0 N\ cH3 H2N-NH2 6 NH2 OHC-Z hydrozine - 0 H OH methyl 4-hydroxy- 4-hydroxy- benzhydrozide benzoate Referet~ce(s): FR 1 327 840 (Lab. Robert et Carribe; appl. 10.4.1962). FR-M 1 427 (Lab. Robert el Carrikre; appl. 12.7.1961). Formulation(s): cps. 200 mg; syrup 100 mg Trade Name(s): D: Pentofuryl (Karlspharma); Antinal (Roques) I: Diarret (Geymonat) wfm Erctfuryl (SynthClabo) Ercefuryl (Sanko Pharma) F: Ambatrol (SmithKline Lumifurex (Irex) Beecham) Panfurex (Bouchara) Nifurprazine ATC: J01 Use: topical antibacterial RN: 1614-20-6 MF: C,,H8N4O3 MW: 232.20 EINECS: 216-563-2 CN: 6-[2-(5-nitro-2-furanyl)ethenyl]-3-pyridazinamine monohydrochloride RN: 50832-74- 1 MF: C,,H,N,O, . HCI MW: 268.66 5-nitrofurfurol HCI I4 Reference(s): 3-ocetomido-6- methylpyridozine Nifurprazine DE 1 273 535 (Boehringer Mannh.; appl. 28.3.1962). Fonnulation(s): ointment 0.1 % (as hydrochloride) Nifurtimox N 1439 Trade Name(s): D: Carofur (Boehringer Mannh.); wfm Nifurtimox ATC: POlCCOl Use: chemotherapeutic (trypanosomiasis), antiprotozoal RN: 23256-30-6 MF: C,oHl,N,OSS MW: 287.30 EINECS: 245-531-0 LD,,,: 2291 mgkg (M, p.0.); 4050 mglkg (R, p.0.); >2 glkg (dog, p.o.1 CN: 3-methyl-N-[(5-nitro-2-furanyl)methylene]-4-thiomorpholinamine 1,l-dioxide KOH fH + oq - KHS04 HO CH3 2-mercopto- propylene (2-hydroxyethyl)- ethonol oxide (2- hydroxypropy I) sulfide peroxide I NH2 2-methyl- 4-amino-3- 1.4-oxothion methyl-tetra- 4.4-dioxide hydro- 1,4- thiozine 1 .l -dioxide Reference(s): DE 1 170 957 (Bayer; appl. 23.1 1.1962). Fonnulation(s): tabl. 30 mg, 120 mg Trade Name(s): D: Lampit (Bayer); wfm 2-methyl- 1 -4-oxothiane (I) 0, ,p c1CH3 I N\ b NO2 Nifurtimox Nifurtoinol ATC: G04AC02 Use: chemotherapeutic, antibacterial RN: 1088-92-2 MF: C,H,N40, MW: 268.19 EINECS: 214-1 26-0 CN: 3-(hydroxymethyl)-1-[[(5-nitro-2-furanyl)methylene]amino]-2,4-imidazolidinedione 1440 N Nifurzide Refererzce(s): GB 988 374 (Norwich; appl. 6.12.1961; USA-prior. 27.12.1960). 1 -(5-nitrofurfuryliden- form- Formulation(s): tabl. 40 mg Nifurtoinol Trade Name(s): D: Urfadyne (Inpharzam); I: Fultrexin (Zambon Farm.)- Urfadyn (Zarnbon Farm.); wfm comb.; wfm wfrn F: Urfadyn (Arsac); wfm amino)hydantoin aldehyde Nifurzide ATC: A07AX04 Use: chemotherapeutic, antiinfective RN: 39978-42-2 MF: C,,H8N40,S MW: 336.28 EINECS: 254-728-0 LD,,,: 3200 mglkg (M, po.) CN: 5-nitro-2-thiophenecarboxylic acid [3-(S-nitr0-2-furanyl)-2-propylident?]hydrazide Reference(s): DOS 2 200 375 (Lipha; appl. 5.1.1972; F-prior. 7.1.1971). Szarvasi, E.; Fontaine, L.; Betbeder-Matibct, A.: J. Med. Chem. (JMCMAR) 16,281 (1973). 5-nitro-2-thiophene- 3-(5-nitro-2-furyl)- starting material: Carrara, G.; Chiancone, EM.; d'Amato, V.: Gazz. Chim. Ital. (GCITA9) 82,652 (1952). Nifurzide Formulation(s): cps. 150 mg; susp. 40 mglml carbohydrazide acrolein Trade Name(s): F: Ricridkne (Lipha SantC) Ricridkne (Lipha) Nike thamide (Nicethamide) ATC: R07AB02 Use: respiratory analeptic RN: 59-26-7 MF: C,oH,4N,0 MW: 178.24 EINECS: 200-418-5 LD,: 180 rngfkg (M, i.v.); 188 mgkg (M, p.0.); 191 mglkg (R, i.v.) CN: N,N-diethyl-3-pyridinecarboxamide calcium thiocyanate RN: 179799-22-5 MF: C,2H2,CaN,02S2 MW: 512.72 . analgesic, antipyretic RN: 213 9-4 7-1 MF: C,,H,,N,O, MW: 308.34 EINECS: 21 8-3 8 7-1 LD,,: 7890 mgkg (M, p.0.) CN: N-(2,3-dihydro-l,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl )-3 -pyridinecarboxamide nicotinoyl. methyl epichloro- 1-chloro-3-methyl- (3-methylthio- 2- mercaptan hydrin thio-2-proponol hydraxypropy1 )- hydrazine (I) diethyl carbonate NH2 3-amino- 5-( methyl- thiomethyl )-2 - oxazolidone. antagonist RN: 2182 9-2 5-4 MF: C17H1XN20h MW: 346.34 EINECS: 24 4-5 9 8-3 CN: I ,4-dihydro-2,6-dirnethyl- 4-( 2-nitrophenyl )-3 ,5-pyridindicarboxylic acid dimethyl ester methyl 2-nitro- ocetoocetote